A Stable Two-Coordinate
Acyclic Silylene
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Abstract
Simple two-coordinate acyclic silylenes, SiR<sub>2</sub>, have
hitherto been identified only as transient intermediates or thermally
labile species. By making use of the strong σ-donor properties
and high steric loading of the B(NDippCH)<sub>2</sub> substituent
(Dipp = 2,6-<sup><i>i</i></sup>Pr<sub>2</sub>C<sub>6</sub>H<sub>3</sub>), an isolable monomeric species, Si{B(NDippCH)<sub>2</sub>}{N(SiMe<sub>3</sub>)Dipp}, can be synthesized which is stable
in the solid state up to 130 °C. This silylene species undergoes
facile oxidative addition reactions with dihydrogen (at sub-ambient
temperatures) and with alkyl C–H bonds, consistent with a low
singlet–triplet gap (103.9 kJ mol<sup>–1</sup>), thus
demonstrating fundamental modes of reactivity more characteristic
of transition metal systems
